N,N-Dimethylethylenediamine → HCID 45139070, compound

Participants

Reaction Steps

A mixture of 6-methoxy-5,7-dihydroindolo[2,3-b]carbazole-2,10-dicarboxylic acid (467.7 mg, 1.27 mmol), benzotriazol-1-yloxy-tripyrrolidinophosphonium hexafluorophosphate (1.458 g, 2.80 mmol), N,N-dimethylethylenediamine (0.31 mL, 2.80 mmol) and N,N-diisopropylethylamine (1.33 mL, 7.64 mmol) in anhydrous DMF (25 mL) was stirred at room temperature overnight. The solvent and DIEA were removed under vacuum. The residue was subjected to flash chromatography to provide the title product (0.498 g, 76%). 1H-NMR (400 MHz, DMSO-d6) δ ppm 11.54 (s, 2H), 8.71 (d, J=1.2 Hz, 2H), 8.62 (s, 1H), 8.32 (t, J=6.4 Hz, 2H), 7.88 (dd, J=8.4, 2.0 Hz, 2H), 7.48 (d, J=8.4 Hz, 2H), 4.12 (s, 3H), 3.42 (q, J=6.4 Hz, 4H), 3.05-2.96 (m, 4H), 2.21 (s, 12H); MS (ESI) m/z 513.3 (M−H)−; MS (ESI) m/z 515.1 (M+H)+

Provenance & Evidence